WO2020004095A1 - Dispersion de nanotubes de carbone et son procédé de préparation - Google Patents
Dispersion de nanotubes de carbone et son procédé de préparation Download PDFInfo
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- WO2020004095A1 WO2020004095A1 PCT/JP2019/023816 JP2019023816W WO2020004095A1 WO 2020004095 A1 WO2020004095 A1 WO 2020004095A1 JP 2019023816 W JP2019023816 W JP 2019023816W WO 2020004095 A1 WO2020004095 A1 WO 2020004095A1
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- WIPO (PCT)
- Prior art keywords
- carbon nanotube
- cnt
- mass
- carbon
- outer diameter
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Images
Classifications
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- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B32/00—Carbon; Compounds thereof
- C01B32/15—Nano-sized carbon materials
- C01B32/158—Carbon nanotubes
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/78—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with alkali- or alkaline earth metals
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- C01B32/15—Nano-sized carbon materials
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- C01B32/168—After-treatment
- C01B32/174—Derivatisation; Solubilisation; Dispersion in solvents
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- H01M4/13—Electrodes for accumulators with non-aqueous electrolyte, e.g. for lithium-accumulators; Processes of manufacture thereof
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- B82—NANOTECHNOLOGY
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- B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
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- H01M4/62—Selection of inactive substances as ingredients for active masses, e.g. binders, fillers
- H01M4/624—Electric conductive fillers
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- Y02E60/10—Energy storage using batteries
Definitions
- the present invention relates to a dispersion liquid of carbon nanotubes. More specifically, the present invention relates to a resin composition containing a carbon nanotube dispersion liquid and a resin, a mixture slurry containing the carbon nanotube dispersion liquid, a resin and an active material, and an electrode film coated with the same.
- Lithium-ion batteries usually include a negative electrode made of a carbon-based material, a positive electrode containing an active material that allows lithium ions to enter and exit reversibly, and a non-aqueous electrolyte that immerses them. It is manufactured by applying an electrode paste composed of a conductive material and a binder to a current collector plate.
- the conductivity of the active material is increased by the blending of the conductive material.
- the improvement of the conductivity is also insufficient. Therefore, a slurry for forming an electrode of a lithium ion battery, which contains an electrode active material, a conductive material, a binder, and a polar solvent and has an average particle diameter of 500 nm or less when the conductive material is dispersed, has been proposed (Patent Document 1). reference).
- Carbon black, Ketjen black, fullerene, graphene, fine carbon material, etc. are used as the conductive material.
- carbon nanotubes which are a type of fine carbon fiber, are tubular carbon with a diameter of 1 ⁇ m or less, and their use as conductive materials for lithium-ion batteries has been studied because of their high conductivity based on their unique structure.
- Patent Documents 2, 3, and 4 See Patent Documents 2, 3, and 4).
- multi-walled carbon nanotubes having an outer diameter of 10 nm to several tens of nm are relatively inexpensive and are expected to be put to practical use.
- Patent Documents 2 and 3 a method of stabilizing the dispersion of carbon nanotubes using various dispersants.
- NMP N-methyl-2-pyrrolidone
- PVP water-soluble polymer polyvinylpyrrolidone
- Patent Documents 2 and 3 an electrode manufactured using carbon nanotubes having an outer diameter of 10 to 15 nm is evaluated, but there is a problem that the electrode resistance is high.
- Patent Document 3 proposes a dispersion using carbon nanotubes having a small oil absorption of dibutyl phthalate (hereinafter referred to as DBP).
- DBP dibutyl phthalate
- the problem to be solved by the present invention is to solve the above-mentioned conventional problem, and to provide a carbon nanotube dispersion liquid using carbon nanotubes having a small average outer diameter.
- Another object of the present invention is to provide a carbon nanotube dispersion liquid and a carbon nanotube resin composition for obtaining an electrode film having high conductivity.
- the inventors of the present invention have intensively studied to solve the above problems.
- one embodiment of the present invention is a carbon nanotube dispersion liquid containing a carbon nanotube, a solvent, and a dispersant, wherein the carbon nanotube satisfies the following (1), (2), and (3).
- the average outer diameter is more than 3 nm and less than 10 nm.
- (2) In the powder X-ray diffraction analysis, a peak exists at a diffraction angle 2 ⁇ 25 ° ⁇ 2 °, and the half width of the peak is 3 ° to 6 °.
- the G / D ratio is 0.5 to 0.5. It must be 4.5.
- Another embodiment of the present invention relates to a carbon nanotube resin composition containing the carbon nanotube dispersion liquid and a binder.
- Another embodiment of the present invention relates to a mixture slurry containing the carbon nanotube resin composition and an active material.
- Another embodiment of the present invention relates to an electrode film coated with the mixture slurry.
- the carbon nanotube dispersion liquid of the embodiment of the present invention can be used in various application fields requiring high conductivity.
- FIG. 1 is a graph showing the relationship between the outer diameter and the number of carbon nanotubes when arbitrarily observing 300 carbon nanotubes using a transmission electron microscope with respect to the carbon nanotubes used in Example 1.
- FIG. 2 is a graph showing the relationship between the outer diameter and the number of carbon nanotubes when arbitrarily observing 300 carbon nanotubes using a transmission electron microscope with respect to the carbon nanotubes used in Example 2.
- FIG. 3 is a graph showing the relationship between the outer diameter of the carbon nanotubes and the number of the carbon nanotubes used in Example 3 when 300 carbon nanotubes were arbitrarily observed using a transmission electron microscope.
- FIG. 1 is a graph showing the relationship between the outer diameter and the number of carbon nanotubes when arbitrarily observing 300 carbon nanotubes using a transmission electron microscope with respect to the carbon nanotubes used in Example 1.
- FIG. 2 is a graph showing the relationship between the outer diameter and the number of carbon nanotubes when arbitrarily observing 300 carbon nanotubes using a transmission electron microscope with respect to
- FIG. 4 is a graph showing the relationship between the outer diameter and the number of carbon nanotubes when 300 carbon nanotubes were arbitrarily observed using a transmission electron microscope with respect to the carbon nanotubes used in Example 4.
- FIG. 5 is a graph showing the relationship between the outer diameter and the number of carbon nanotubes when 300 carbon nanotubes were arbitrarily observed using a transmission electron microscope with respect to the carbon nanotubes used in Example 5.
- FIG. 6 is a graph showing the relationship between the outer diameter of the carbon nanotubes and the number of the carbon nanotubes used in Example 6 when 300 carbon nanotubes were arbitrarily observed using a transmission electron microscope.
- FIG. 7 is a graph showing the relationship between the outer diameter and the number of carbon nanotubes when arbitrarily observing 300 carbon nanotubes using a transmission electron microscope with respect to the carbon nanotubes used in Comparative Example 1.
- FIG. 8 is a graph showing the relationship between the outer diameter and the number of carbon nanotubes when arbitrarily observing 300 carbon nanotubes using a transmission electron microscope with respect to the carbon nanotubes used in Comparative Example 2.
- FIG. 9 is a graph showing the relationship between the outer diameter and the number of carbon nanotubes when arbitrarily observing 300 carbon nanotubes using a transmission electron microscope with respect to the carbon nanotubes used in Comparative Example 3.
- FIG. 10 is a graph showing the relationship between the outer diameter and the number of carbon nanotubes when arbitrarily observing 300 carbon nanotubes using a transmission electron microscope with respect to the carbon nanotubes used in Comparative Example 4.
- Embodiments of the present invention are as follows.
- the average outer diameter is more than 3 nm and less than 10 nm.
- (2) In the powder X-ray diffraction analysis, a peak exists at a diffraction angle 2 ⁇ 25 ° ⁇ 2 °, and the half width of the peak is 3 ° to 6 °.
- the G / D ratio is 0.5 to 0.5. It must be 4.5.
- Carbon nanotube (A) The carbon nanotube (A) of the present embodiment has a shape in which planar graphite is wound into a cylindrical shape.
- the carbon nanotube (A) may be a mixture of single-walled carbon nanotubes.
- the single-walled carbon nanotube has a structure in which one layer of graphite is wound.
- Multi-walled carbon nanotubes have a structure in which two or more layers of graphite are wound.
- the side wall of the carbon nanotube (A) may not have a graphite structure.
- a carbon nanotube having a sidewall having an amorphous structure can be used as the carbon nanotube (A).
- the shape of the carbon nanotube (A) of the present embodiment is not limited. Examples of such a shape include various shapes including a needle shape, a cylindrical tube shape, a fish bone shape (fishbone or cup laminated type), a trump shape (platelet), and a coil shape.
- the shape of the carbon nanotube (A) is preferably a needle shape or a cylindrical tube shape, among others.
- the carbon nanotube (A) may have a single shape or a combination of two or more shapes.
- Examples of the form of the carbon nanotube (A) of the present embodiment include graphite whiskers, filamentous carbon, graphite fibers, ultrafine carbon tubes, carbon tubes, carbon fibrils, carbon microtubes, and carbon nanofibers. It is not limited to.
- the carbon nanotube (A) may have a single form or a form in which two or more kinds are combined.
- the average outer diameter of the carbon nanotube (A) of the present embodiment is more than 3 nm and less than 10 nm, preferably more than 4 nm and less than 10 nm, more preferably more than 4 nm and less than 8 nm.
- the standard deviation of the outer diameter of the carbon nanotube (A) of the present embodiment is preferably more than 0.7 nm and not more than 3.5 nm, more preferably more than 1.4 nm and not more than 3.5 nm. More preferably, it is more than 0.4 nm and 3 nm or less.
- the average outer diameter of the carbon nanotube is X [nm] and the standard deviation of the outer diameter of the carbon nanotube is ⁇ [nm]
- 5.0 nm ⁇ X ⁇ ⁇ 14. 0 nm is preferable, and more preferably 5.0 nm ⁇ X ⁇ ⁇ ⁇ 10.0 nm.
- it preferably satisfies 2.0 nm ⁇ X ⁇ 2 ⁇ ⁇ 17.0 nm, more preferably satisfies 3.0 nm ⁇ X ⁇ 2 ⁇ ⁇ 13.5 nm, and satisfies 3.0 nm ⁇ X ⁇ 2 ⁇ ⁇ 12.0 nm. Is more preferable.
- the outer diameter and average outer diameter of the carbon nanotube (A) of the present embodiment are obtained as follows. First, the carbon nanotube (A) is observed and imaged by a transmission electron microscope. Next, in the observation photograph, arbitrary 300 carbon nanotubes (A) are selected, and their outer diameters are measured. Next, the average outer diameter (nm) of the carbon nanotube (A) is calculated as the number average of the outer diameter.
- the fiber length of the carbon nanotube (A) of the present embodiment is preferably 0.1 to 150 ⁇ m, more preferably 1 to 10 ⁇ m.
- the carbon purity of the carbon nanotube (A) of the present embodiment is represented by the content (% by mass) of carbon atoms in the carbon nanotube (A).
- the carbon purity is preferably 90% by mass or more, more preferably 95% by mass or more, still more preferably 99% by mass or more, and particularly preferably 99.5% by mass or more, based on 100% by mass of the carbon nanotube (A).
- the amount of metal contained in the carbon nanotube (A) of the present embodiment is preferably less than 10% by mass, more preferably less than 5% by mass, even more preferably less than 1% by mass, based on 100% by mass of the carbon nanotube (A). , Less than 0.5% by mass.
- the metal contained in the carbon nanotube (A) include a metal or a metal oxide used as a catalyst when synthesizing the carbon nanotube (A). Specific examples include metals such as cobalt, nickel, aluminum, magnesium, silica, manganese, and molybdenum, metal oxides, and composite oxides thereof.
- the carbon nanotube (A) of the present embodiment usually exists as secondary particles.
- the shape of the secondary particles may be, for example, a state in which carbon nanotubes (A), which are general primary particles, are intricately intertwined.
- An aggregate of linear carbon nanotubes (A) may be used.
- Secondary particles, which are aggregates of linear carbon nanotubes (A) are more likely to be unraveled than entangled ones.
- a linear one has better dispersibility than an intertwined one, so that it can be suitably used as a carbon nanotube (A).
- the carbon nanotube (A) of the present embodiment may be a carbon nanotube subjected to a surface treatment. Further, the carbon nanotube (A) may be a carbon nanotube derivative provided with a functional group represented by a carboxyl group. Alternatively, a carbon nanotube (A) containing an organic compound, a metal atom, or a substance typified by fullerene can be used.
- the layer configuration of the carbon nanotube (A) can be analyzed by powder X-ray diffraction analysis according to the following method.
- the carbon nanotubes (A) are packed in a predetermined sample holder so that the surface becomes flat, set in a powder X-ray diffraction analyzer, and measured by changing the irradiation angle of the X-ray source from 15 ° to 35 °.
- the X-ray source for example, CuK ⁇ radiation can be used.
- the carbon nanotube (A) can be evaluated by reading the diffraction angle 2 ⁇ at which a peak appears at that time. In graphite, a peak is usually detected at around 2 ⁇ of 26 °, and it is known that this is a peak due to interlayer diffraction.
- the carbon nanotube (A) also has a graphite structure, a peak due to graphite interlayer diffraction is detected near this. However, since the carbon nanotube has a cylindrical structure, its value is different from that of graphite. When a peak appears at a position where the value 2 ⁇ is 25 ° ⁇ 2 °, it can be determined that the composition includes not a single layer but a composition having a multilayer structure. Since the peak appearing at this position is a peak due to interlayer diffraction of the multilayer structure, it is possible to determine the number of layers of the carbon nanotube (A). Since the single-walled carbon nanotube has only one wall, no peak appears at a position of 25 ° ⁇ 2 ° with only the single-walled carbon nanotube. However, when multi-walled carbon nanotubes are mixed into single-walled carbon nanotubes, a peak may appear at a position where 2 ⁇ is 25 ° ⁇ 2 °.
- a peak appears at a position where 2 ⁇ is 25 ° ⁇ 2 °.
- the layer configuration can also be analyzed from the half width of a peak at 25 ° ⁇ 2 ° detected by powder X-ray diffraction analysis. That is, it is considered that the smaller the half width of this peak, the larger the number of layers of the multi-walled carbon nanotube (A). Conversely, it is considered that the larger the half width of this peak, the smaller the number of carbon nanotube layers.
- the angle is preferably 4 ° to 6 °, more preferably 5 ° to 6 °.
- the G / D ratio of the carbon nanotube (A) of the present embodiment is determined by Raman spectroscopy.
- Carbon nanotubes of the present embodiment (A) is a maximum peak intensity in the range of 1560 ⁇ 1600 cm -1 in the Raman spectrum maximum peak intensity in the range of G, 1310 ⁇ 1350 cm -1 upon as D,
- the G / D ratio is 0.5 to 4.5, preferably 0.7 to 3.0, more preferably 1.0 to 3.0.
- the Raman shift observed near 1590 cm ⁇ 1 in the Raman spectrum is called a G band derived from graphite, and the Raman shift observed near 1350 cm ⁇ 1 is called a D band derived from amorphous carbon or graphite defects.
- a carbon nanotube having a higher G / D ratio has a higher degree of graphitization.
- the wave number of the Raman spectroscopy may fluctuate depending on the measurement conditions, the wave number defined here is defined as the wave number ⁇ 10 cm ⁇ 1 .
- the volume resistivity of the carbon nanotube (A) of the present embodiment is preferably from 1.0 ⁇ 10 ⁇ 2 to 2.5 ⁇ 10 ⁇ 2 ⁇ ⁇ cm, and is preferably from 1.0 ⁇ 10 ⁇ 2 to 2.0 ⁇ . It is more preferably 10 ⁇ 2 ⁇ ⁇ cm, more preferably 1.2 ⁇ 10 ⁇ 2 to 1.8 ⁇ 10 ⁇ 2 ⁇ ⁇ cm.
- the volume resistivity of the carbon nanotube (A) can be measured using a powder resistivity measuring device (manufactured by Mitsubishi Chemical Analytech Co., Ltd .: Loresta GP powder resistivity measuring system MCP-PD-51).
- the BET specific surface area of the carbon nanotube (A) of the present embodiment is preferably from 200 to 1000 m 2 / g, more preferably from 300 to 900 m 2 / g, and further preferably from 400 to 800 m 2 / g. preferable.
- G the maximum peak intensity in the range of 1560 to 1600 cm ⁇ 1
- the maximum peak intensity in the range of 1310 to 1350 cm ⁇ 1 is D in the Raman spectrum
- G / There is no particular limitation as long as the D ratio is 0.5 to 3.0, and carbon nanotubes produced by any method may be used.
- the carbon nanotube (A) can be manufactured by a laser ablation method, an arc discharge method, a thermal CVD method, a plasma CVD method, and a combustion method.
- solvent (B) of the present embodiment is not particularly limited as long as the carbon nanotubes (A) can be dispersed, but is a mixed solvent of water and one or more of water-soluble organic solvents. Is preferred.
- water-soluble organic solvent examples include alcohols (methanol, ethanol, propanol, isopropanol, butanol, isobutanol, secondary butanol, tertiary butanol, benzyl alcohol, etc.) and polyhydric alcohols (ethylene glycol, diethylene glycol, triethylene glycol, polyethylene).
- alcohols methanol, ethanol, propanol, isopropanol, butanol, isobutanol, secondary butanol, tertiary butanol, benzyl alcohol, etc.
- polyhydric alcohols ethylene glycol, diethylene glycol, triethylene glycol, polyethylene
- the water content in the solvent (B) is preferably 500 ppm or less, more preferably 300 ppm or less, and more preferably 100 ppm or less. Is more preferable.
- the dispersant (C) of the present embodiment is not particularly limited as long as the carbon nanotube (A) can be dispersed and stabilized, and a surfactant or a resin-type dispersant can be used.
- Surfactants are mainly classified into anionic, cationic, nonionic and amphoteric.
- a suitable kind of dispersant can be used in a suitable amount according to the characteristics required for dispersing the carbon nanotube (A).
- an anionic surfactant its type is not particularly limited. Specifically, fatty acid salts, polysulfonates, polycarboxylates, alkyl sulfates, alkylaryl sulfonates, alkylnaphthalene sulfonates, dialkyl sulfonates, dialkyl sulfosuccinates, alkyl phosphates, polyoxy Ethylene alkyl ether sulfate, polyoxyethylene alkyl aryl ether sulfate, naphthalene sulfonic acid formalin condensate, polyoxyethylene alkyl phosphate sulfonate, glycerol borate fatty acid ester and polyoxyethylene glycerol fatty acid ester, It is not limited to.
- sodium dodecylbenzenesulfonate sodium laurate sulfate, sodium polyoxyethylene lauryl ether sulfate, polyoxyethylene nonylphenyl ether sulfate, and sodium salt of ⁇ -naphthalenesulfonic acid formalin condensate.
- the present invention is not limited to these.
- cationic surfactants include alkylamine salts and quaternary ammonium salts. Specifically, stearylamine acetate, trimethyl cocoammonium chloride, trimethyl tallow ammonium chloride, dimethyldioleyl ammonium chloride, methyl oleyl diethanol chloride, tetramethyl ammonium chloride, lauryl pyridinium chloride, lauryl pyridinium bromide, lauryl pyridinium disulfate, cetyl pyridinium bromide , 4-alkylmercaptopyridine, poly (vinylpyridine) -dodecyl bromide and dodecylbenzyltriethylammonium chloride.
- examples of the amphoteric surfactant include an aminocarboxylate, but are not limited thereto.
- nonionic surfactant examples include, but are not limited to, polyoxyethylene alkyl ether, polyoxyalkylene derivative, polyoxyethylene phenyl ether, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, and alkyl allyl ether.
- specific examples include, but are not limited to, polyoxyethylene lauryl ether, sorbitan fatty acid ester, and polyoxyethylene octyl phenyl ether.
- the surfactant selected is not limited to a single surfactant. Therefore, two or more surfactants can be used in combination. For example, a combination of an anionic surfactant and a nonionic surfactant, or a combination of a cationic surfactant and a nonionic surfactant can be used.
- the compounding amount at that time is preferably set to a compounding amount suitable for each surfactant component.
- a combination of an anionic surfactant and a nonionic surfactant is preferable.
- the anionic surfactant is a polycarboxylate.
- the nonionic surfactant is polyoxyethylene phenyl ether.
- the resin-type dispersant examples include cellulose derivatives (cellulose acetate, cellulose acetate butyrate, cellulose butyrate, cyanoethyl cellulose, ethyl hydroxyethyl cellulose, nitrocellulose, methyl cellulose, ethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl Methylcellulose), polyvinyl alcohol, polyvinyl butyral, and polyvinyl pyrrolidone. Particularly, methyl cellulose, ethyl cellulose, polyvinyl alcohol, polyvinyl butyral, and polyvinyl pyrrolidone are preferable.
- the carbon nanotube dispersion of the present embodiment contains a carbon nanotube (A), a solvent (B), and a dispersant (C).
- the carbon nanotube dispersion liquid of the present embodiment it is preferable to perform a process of dispersing the carbon nanotube (A) in the solvent (B).
- the dispersion apparatus used for performing such processing is not particularly limited.
- a dispersing device usually used for pigment dispersion or the like can be used.
- the amount of the dispersant (C) in the carbon nanotube dispersion liquid of the present embodiment is preferably 3 to 300% by mass based on 100% by mass of the carbon nanotubes (A). From the viewpoint of conductivity, it is preferably used in an amount of 5 to 100% by mass, more preferably 5 to 50% by mass, and even more preferably 5 to 25% by mass.
- the fiber length of the carbon nanotube (A) in the carbon nanotube dispersion liquid of the present embodiment is preferably from 0.1 to 10 ⁇ m, more preferably from 0.2 to 5 ⁇ m, even more preferably from 0.3 to 2 ⁇ m.
- Binder (D) The binder (D) is a resin that binds between substances.
- binder (D) of the present embodiment examples include ethylene, propylene, vinyl chloride, vinyl acetate, vinyl alcohol, maleic acid, acrylic acid, acrylic acid ester, methacrylic acid, methacrylic acid ester, acrylonitrile, styrene, vinyl butyral, Polymers or copolymers containing vinyl acetal, vinyl pyrrolidone, etc.
- polyurethane resin polyester resin, phenol resin, epoxy resin, phenoxy resin, urea resin, melamine resin, alkyd resin, acrylic resin, formaldehyde resin, silicone resin
- Cellulose resins such as carboxymethylcellulose
- rubbers such as styrene-butadiene rubber and fluororubber
- conductive resins such as polyaniline and polyacetylene.
- modified products, mixtures, and copolymers of these resins may be used.
- it is preferable to use a polymer compound having a fluorine atom in the molecule for example, polyvinylidene fluoride, polyvinyl fluoride, tetrafluoroethylene or the like from the viewpoint of resistance.
- the weight average molecular weight of these resins as the binder (D) of the present embodiment is preferably 10,000 to 2,000,000, more preferably 100,000 to 1,000,000, and more preferably 200,000 to 1 Is more preferred. If the molecular weight is small, the resistance and adhesion of the binder may be reduced. When the molecular weight is increased, the resistance and adhesion of the binder are improved, but the viscosity of the binder itself is increased and the workability is reduced, and at the same time, it acts as a flocculant, and the dispersed particles may be significantly aggregated.
- the binder (D) preferably contains a polymer compound having a fluorine atom, more preferably a polymer compound having a fluorine atom.
- a vinylidene fluoride-based copolymer is more preferable, and polyvinylidene fluoride is particularly preferable.
- Carbon nanotube resin composition contains a carbon nanotube (A), a solvent (B), a dispersant (C), and a binder (D).
- the carbon nanotube resin composition of the present embodiment it is preferable to mix the carbon nanotube dispersion liquid (C) and the binder (D) to make them uniform.
- the mixing method various conventionally known methods can be used.
- the carbon nanotube resin composition can be produced by using the dispersing apparatus described for the carbon nanotube dispersion.
- the active material is a material that is the basis of a battery reaction.
- the active material is divided into a positive electrode active material and a negative electrode active material from electromotive force.
- the positive electrode active material is not particularly limited, but a metal compound such as a metal oxide or metal sulfide capable of doping or intercalating lithium ions, a conductive polymer, or the like can be used.
- a metal compound such as a metal oxide or metal sulfide capable of doping or intercalating lithium ions, a conductive polymer, or the like can be used.
- examples thereof include oxides of transition metals such as Fe, Co, Ni, and Mn, composite oxides with lithium, and inorganic compounds such as transition metal sulfides.
- transition metal oxide powders such as MnO, V 2 O 5 , V 6 O 13 , and TiO 2 , lithium nickelate, lithium cobaltate, and lithium manganate having a layered structure, or manganate having a spinel structure
- transition metal oxide powders such as MnO, V 2 O 5 , V 6 O 13 , and TiO 2
- lithium nickelate, lithium cobaltate, and lithium manganate having a layered structure or manganate having a spinel structure
- manganate having a spinel structure examples thereof include a composite oxide powder of lithium and a transition metal such as lithium, a lithium iron phosphate-based material which is a phosphate compound having an olivine structure, and a transition metal sulfide powder such as TiS 2 and FeS.
- conductive polymers such as polyaniline, polyacetylene, polypyrrole, and polythiophene can also be used. Further, the above-mentioned inorganic compounds and organic compounds may be used as a mixture.
- the negative electrode active material is not particularly limited as long as it can dope or intercalate lithium ions.
- Li an alloy thereof such as a tin alloy, a silicon alloy, and a lead alloy, Li X Fe 2 O 3 , Li X Fe 3 O 4 , and Li X WO 2 (where 0 ⁇ x ⁇ 1 respectively) ),
- Metal oxides such as lithium titanate, lithium vanadate, and lithium silicate; conductive polymer systems such as polyacetylene and poly-p-phenylene; and amorphous carbonaceous materials such as soft carbon and hard carbon.
- carbon-based materials such as artificial graphite such as highly graphitized carbon material, or carbonaceous powder such as natural graphite, carbon black, mesophase carbon black, resin fired carbon material, gas-grown carbon fiber, and carbon fiber.
- artificial graphite such as highly graphitized carbon material
- carbonaceous powder such as natural graphite, carbon black, mesophase carbon black, resin fired carbon material, gas-grown carbon fiber, and carbon fiber.
- These negative electrode active materials can be used alone or in combination of two or more.
- the positive electrode active material is preferably a composite oxide with lithium containing a transition metal such as Al, Fe, Co, Ni, and Mn, and a lithium oxide containing any of Al, Co, Ni, and Mn. It is more preferably a composite oxide, and even more preferably a composite oxide with Ni and / or Mn-containing lithium. Particularly good effects can be obtained when these active materials are used.
- the BET specific surface area of the active material is preferably from 0.1 to 10 m 2 / g, more preferably from 0.2 to 5 m 2 / g, even more preferably from 0.3 to 3 m 2 / g. .
- the average particle size of the active material is preferably in the range of 0.05 to 100 ⁇ m, and more preferably in the range of 0.1 to 50 ⁇ m.
- the average particle size of the active material referred to in this specification and the like is an average value of the particle size of the active material measured by an electron microscope.
- the mix slurry of the present embodiment contains carbon nanotubes (A), a solvent (B), a dispersant (C), a binder (D), and an active material (E).
- the mixture slurry of the present embodiment it is preferable to perform a treatment of adding an active material to the carbon nanotube resin composition and then dispersing the active material.
- the dispersion apparatus used for performing such processing is not particularly limited.
- the mixture slurry can be prepared using the dispersing apparatus described for the carbon nanotube dispersion liquid.
- the amount of the active material (E) in the mixture slurry is preferably 20 to 85% by mass, more preferably 40 to 85% by mass, based on 100% by mass of the mixture slurry.
- the amount of the carbon nanotubes (A) in the mixture slurry is preferably from 0.05 to 10% by mass, more preferably from 0.1 to 5% by mass, based on 100% by mass of the active material. More preferably, it is from 1 to 3% by mass.
- the amount of the binder (D) in the mixture slurry is preferably 0.5 to 20% by mass, more preferably 1 to 10% by mass, and preferably 1 to 5% by mass, based on 100% by mass of the active material. % Is more preferable.
- the solid content of the mixture slurry is preferably 30 to 90% by mass, more preferably 40 to 85% by mass, based on 100% by mass of the mixture slurry.
- the water content in the mixture slurry is preferably 500 ppm or less, more preferably 300 ppm or less, and even more preferably 100 ppm or less.
- Electrode film of the present embodiment is a coating film in which an electrode mixture layer is formed by applying and drying a mixture slurry on a current collector.
- the material and shape of the current collector used for the electrode film of the present embodiment are not particularly limited, and materials suitable for various secondary batteries can be appropriately selected.
- examples of the material of the current collector include metals and alloys such as aluminum, copper, nickel, titanium, and stainless steel.
- As the shape of the current collector generally, a flat foil is used, but a roughened surface, a perforated foil, or a mesh can also be used.
- the method of applying the mixture slurry on the current collector is not particularly limited, and a known method can be used. Specifically, die coating, dip coating, roll coating, doctor coating, knife coating, spray coating, gravure coating, screen printing, electrostatic coating, etc. As a method, a standing drying, a blast dryer, a warm air dryer, an infrared heater, a far infrared heater, or the like can be used, but the method is not particularly limited thereto.
- the thickness of the electrode mixture layer is generally from 1 ⁇ m to 500 ⁇ m, preferably from 10 ⁇ m to 300 ⁇ m.
- the conductivity is good is that the average outer diameter is more than 3 nm and less than 10 nm.
- the present invention relates to the subject matter of Japanese Patent Application No. 2018-122748 filed on June 28, 2018, the entire disclosure of which is incorporated herein by reference.
- CNT carbon nanotube
- the CNT was set on a Raman microscope (XproRA, manufactured by Horiba, Ltd.), and the measurement was performed using a laser wavelength of 532 nm.
- the measurement conditions were as follows: acquisition time: 60 seconds, number of times of integration: 2, light reduction filter: 10%, magnification of the objective lens: 20 times, confocus hole 500, slit width: 100 ⁇ m, and measurement wavelength: 100 to 3000 cm ⁇ 1 .
- the CNT for measurement was fractionated on a slide glass and flattened using a spatula.
- the maximum peak intensity in the spectrum in the range of 1560 to 1600 cm -1 is G
- the maximum peak intensity in the range of 1310 to 1350 cm -1 is D
- the G / D ratio is G / D of CNT. D ratio.
- CNT ⁇ X-ray powder diffraction analysis of CNT>
- CNT was placed on the center concave portion of an aluminum sample plate (outer diameter ⁇ 46 mm, thickness 3 mm, sample portion ⁇ 26.5 mm, thickness 2 mm), and flattened using a slide glass. Thereafter, a medicine packaging paper was placed on the surface on which the sample was placed, and the surface on which the aluminum high sheet packing was placed was flattened by applying a load of 1 ton. Thereafter, the medicine packaging paper and the aluminum high sheet packing were removed to prepare a sample for CNT powder X-ray diffraction analysis.
- CNT purity (%) ((mass of CNT ⁇ mass of metal in CNT) ⁇ mass of CNT) ⁇ 100
- ⁇ Volume resistivity of electrode film> The mixture slurry was applied on an aluminum foil so as to have a thickness of 70 ⁇ 10 ⁇ m using an applicator, and the coating film was dried in an electric oven at 120 ° C. ⁇ 5 ° C. for 25 minutes. Thereafter, the surface resistivity ( ⁇ / ⁇ ) of the dried coating film was measured using Loresta GP, MCP-T610 manufactured by Mitsubishi Chemical Analytech Co., Ltd. After the measurement, the volume resistivity ( ⁇ ⁇ cm) of the electrode film was multiplied by the thickness of the electrode mixture layer formed on the aluminum foil.
- the thickness of the electrode film was obtained by subtracting the film thickness of the aluminum foil from the average value measured at three points in the electrode film using a film thickness meter (manufactured by NIKON, DIGIMICRO MH-15M). The volume resistivity ( ⁇ ⁇ cm) was used.
- ⁇ Peel strength of electrode film> The mixture slurry was applied on an aluminum foil so as to have a thickness of 70 ⁇ 10 ⁇ m using an applicator, and the coating film was dried in an electric oven at 120 ° C. ⁇ 5 ° C. for 25 minutes. Thereafter, two pieces were cut into a rectangle of 90 mm ⁇ 20 mm with the coating direction as the major axis.
- the peel strength was measured using a table-top tensile tester (Strograph E3, manufactured by Toyo Seiki Seisaku-Sho, Ltd.) using a 180-degree peel test method. Specifically, a 100 mm ⁇ 30 mm double-sided tape (No.
- Catalyst for CNT synthesis 60 parts by weight of cobalt hydroxide, 138 parts by weight of magnesium acetate tetrahydrate and 16.2 parts by weight of manganese acetate are each weighed in a heat-resistant container and dried at 170 ⁇ 5 ° C. for 1 hour using an electric oven. After evaporating the water, the SPEED dial was adjusted to 3 using a crusher (Wonder Crusher WC-3, manufactured by Osaka Chemical Co., Ltd.) and crushed for 1 minute.
- a crusher Wood Crusher WC-3, manufactured by Osaka Chemical Co., Ltd.
- each of the crushed powders was adjusted to a dial of 2 for SPPED, and mixed for 30 seconds to prepare a catalyst precursor for CNT synthesis (A).
- the catalyst precursor for CNT synthesis (A) is transferred to a heat-resistant container, and calcined in a muffle furnace (FO510, manufactured by Yamato Scientific Co., Ltd.) in an air atmosphere at 450 ⁇ 5 ° C. for 30 minutes.
- the mixture was pulverized in a mortar to prepare a CNT synthesis catalyst (A).
- Catalyst for CNT synthesis 60 parts by mass of cobalt hydroxide, 138 parts by mass of magnesium acetate tetrahydrate, 16.2 parts by mass of manganese carbonate, and 4.0 parts by mass of Aerosil (AEOSIL (registered trademark) 200, manufactured by Nippon Aerosil Co., Ltd.) After being weighed in a container and dried for 1 hour at a temperature of 170 ⁇ 5 ° C. using an electric oven to evaporate the water, the SPEED was dried using a crusher (Wonder Crusher WC-3, manufactured by Osaka Chemical Co., Ltd.). The dial was adjusted to 3 and crushed for 1 minute.
- AEOSIL registered trademark
- each of the crushed powders was adjusted to a SPEED dial of 2 and mixed for 30 seconds to prepare a catalyst precursor for CNT synthesis (B).
- the catalyst precursor (B) for CNT synthesis is transferred to a heat-resistant container, and calcined in an air atmosphere at 450 ⁇ 5 ° C. for 30 minutes using a muffle furnace (FO510, manufactured by Yamato Scientific Co., Ltd.).
- the mixture was pulverized in a mortar to prepare a CNT synthesis catalyst (B).
- Catalyst for CNT synthesis 1000 parts by mass of magnesium acetate tetrahydrate is weighed in a heat-resistant container, dried in an electric oven at an atmosphere temperature of 170 ⁇ 5 ° C. for 6 hours, and then crushed (sample mill KIIW-I, Inc.). (Dalton Co., Ltd.), and a 1 mm screen was attached and pulverized to produce a dried and pulverized product of magnesium acetate.
- cobalt (II) hydroxide was weighed into a heat-resistant container, and dried at an atmosphere temperature of 170 ⁇ 5 ° C. for 2 hours to prepare a cobalt composition containing CoHO 2 .
- 54.9 parts by mass of the catalyst carrier for CNT synthesis and 29 parts by mass of the cobalt composition were charged into a pulverizer (Wonder Crusher WC-3, manufactured by Osaka Chemical Co., Ltd.), a standard lid was attached, and the SPEED dial was set to 2 parts. , And pulverized and mixed for 30 seconds to prepare a catalyst precursor for CNT synthesis.
- the catalyst precursor for CNT synthesis was transferred to a heat-resistant container, and calcined in a muffle furnace (FO510, manufactured by Yamato Scientific Co., Ltd.) for 30 minutes in an air atmosphere at 450 ⁇ 5 ° C., followed by crushing in a mortar.
- a catalyst for CNT synthesis (C) was produced.
- Catalyst for CNT synthesis (D) A CNT synthesis catalyst (D) was produced in the same manner as in Example 1 of JP-A-2015-123410.
- CNT (D) was produced in the same manner as in the synthesis of CNT (C) except that the contact reaction time was changed from 7 minutes to 15 minutes.
- CNT (H) was produced in the same manner as in Example 9 of JP-A-2015-123410 except that the CNT synthesis catalyst (D) was used.
- Example 1 In a glass bottle (M-225, manufactured by Kashiwa Glass Co., Ltd.), 3.9 parts of CNT (A), 1.95 parts of dispersant (Polyvinylpyrrolidone K-30, manufactured by Nippon Shokubai Co., Ltd.) and 124 parts of NMP Parts and 200 parts of zirconia beads (bead diameter: 1.25 mm ⁇ ), and after a dispersion treatment was performed for 10 hours using a paint conditioner manufactured by Red Devil Co., Ltd., the zirconia beads were separated to prepare a CNT dispersion liquid (A). .
- Example 5 1.95 parts of CNT (E), 0.98 parts of dispersant (Polyvinylpyrrolidone K-30, manufactured by Nippon Shokubai Co., Ltd.) and 127 parts of NMP in a glass bottle (M-225, manufactured by Kashiwa Glass Co., Ltd.) And 200 parts of zirconia beads (bead diameter: 1.25 mm ⁇ ) were charged and subjected to a dispersion treatment for 10 hours using a paint conditioner manufactured by Red Devil Co., Ltd., and then the zirconia beads were separated to obtain a CNT dispersion liquid (E). .
- Example 6 and 7 CNT dispersions (F) to (G) were prepared in the same manner except that the CNTs listed in Table 1 were changed. The average outer diameter of the CNT and the standard deviation of the outer diameter of the CNT were calculated based on the graphs shown in FIGS.
- Example 8 4.7 parts by mass of NMP in which 8% by mass of PVDF (manufactured by Solvey, Solef # 5130) was dissolved was placed in a plastic container having a capacity of 150 cm 3 . Thereafter, 0.5 parts by mass of the CNT dispersion (A) was added, and the mixture was stirred at 2,000 rpm for 30 seconds using a rotation / revolution mixer (Awate Naritaro, ARE-310, manufactured by Shinki Corporation).
- Example 9 (Comparative Examples 5 to 8) A carbon nanotube resin composition and a mixture slurry were prepared in the same manner as in Example 8, except that the CNT dispersions listed in Table 2 were used.
- Example 12 4.3 parts by mass of NMP in which 8% by mass of PVDF (manufactured by Solvey, Solef # 5130) was dissolved was weighed and placed in a plastic container having a capacity of 150 cm 3 . Thereafter, 0.5 parts by mass of the CNT dispersion liquid (E) was added, and the mixture was stirred at 2000 rpm for 30 seconds using a rotation / revolution mixer (Nawataro Nawataro, ARE-310).
- Example 15 4.3 parts by mass of NMP in which 8% by mass of PVDF (manufactured by Solvey, Solef # 5130) was dissolved was weighed and placed in a plastic container having a capacity of 150 cm 3 . Thereafter, 0.5 parts by mass of the CNT dispersion liquid (E) was added, and the mixture was stirred at 2000 rpm for 30 seconds using a rotation / revolution mixer (Nawataro Nawataro, ARE-310).
- Example 16 and 17 The carbon nanotube resin compositions (M) and (N) and the mixture slurry (M) were prepared in the same manner as in Example 15 except that the CNT dispersion (E) was changed to the CNT dispersions (F) and (G). ) And (N).
- Table 3 shows the carbon nanotube resin compositions and mixture slurries produced in Examples 12 to 17.
- Example 18 The mixture slurry (A) was coated on an aluminum foil so as to have a thickness of 70 ⁇ 10 ⁇ m using an applicator, and then the coating was dried at 120 ° C. ⁇ 5 ° C. for 25 minutes in an electric oven. Film (A) was produced.
- Electrode films (B) to (N) were produced in the same manner as in Example 18, except that the mixture slurry shown in Table 4 was used.
- Table 5 shows the evaluation results of the electrode films produced in Examples 18 to 27 and Comparative Examples 9 to 12.
- the evaluation criteria were as follows.
- the conductivity was evaluated as +++ (excellent) when the volume resistivity ( ⁇ ⁇ cm) of the electrode film was less than 6; Those exceeding ⁇ ⁇ ⁇ were regarded as-(impossible).
- Adhesion evaluation was ++ (excellent) when the peel strength (N / cm) was 0.4 or more, ++ (good) when 0.2 to less than 0.4, and 0.1 to less than 0.2. Is + (acceptable) and those less than 0.1 are-(impossible).
- the total evaluation was A (excellent) when the sum of the number of + in the conductivity evaluation and the adhesion evaluation was 4 or more and did not include-, and the sum of the number of + in the conductivity evaluation and the adhesion evaluation was 2
- Example 28 1.95 parts of CNT (E), 0.98 parts of dispersant (Polyvinylpyrrolidone K-30, manufactured by Nippon Shokubai Co., Ltd.), and ion-exchanged water in a glass bottle (M-225, manufactured by Kashiyo Glass Co., Ltd.) And zirconia beads (bead diameter: 1.25 mm ⁇ ) were charged in 200 parts, and a dispersion treatment was performed for 10 hours using a paint conditioner manufactured by Red Devil Co., Ltd., and then the zirconia beads were separated to prepare a CNT dispersion (WA). Produced.
- dispersant Polyvinylpyrrolidone K-30, manufactured by Nippon Shokubai Co., Ltd.
- M-225 manufactured by Kashiyo Glass Co., Ltd.
- zirconia beads (bead diameter: 1.25 mm ⁇ ) were charged in 200 parts, and a dispersion treatment was performed for 10 hours using a paint conditioner manufactured by Red Devil Co., Ltd.,
- a CNT dispersion WA
- a rotation / revolution mixer Awate Neritaro, ARE-310, manufactured by Shinky Corporation.
- 11.5 parts by mass of the CNT dispersion (WA) was added, and the mixture was again stirred at 2000 rpm for 30 seconds using a rotation / revolution mixer (Awatori Nerita, ARE-310) to obtain a carbon nanotube resin composition ( WA).
- a positive electrode active material LiFePO 4 having a carbon coating amount of 5% by mass
- a rotation / revolution mixer Noritaro Awatori, ARE-310
- Stirred 35.5 parts by mass of a positive electrode active material (LiFePO 4 having a carbon coating amount of 5% by mass) was added, and the mixture was rotated at 2,000 rpm for 2.5 minutes using a rotation / revolution mixer (Noritaro Awatori, ARE-310). Stirred. Finally, the mixture was stirred at 2000 rpm for 2.5 minutes using a rotation / revolution mixer (Awatori Nerita, ARE-310) to produce a mixture slurry (WA).
- a rotation / revolution mixer Noritaro Awatori, ARE-310
- the mixture slurry (WA) was coated on an aluminum foil to a thickness of 70 ⁇ 10 ⁇ m using an applicator, and then dried in an electric oven at 120 ° C. ⁇ 5 ° C. for 25 minutes.
- a film (WA) was produced.
- Table 6 shows the evaluation results of the electrode films manufactured in Example 28.
- the evaluation criteria were as follows. The conductivity was evaluated as +++ (excellent) when the volume resistivity ( ⁇ ⁇ cm) of the electrode film was less than 6, ++ (good) when the volume resistivity was 6 or more and less than 8, + (good) when the volume resistivity was 8 or more and less than 10; Those exceeding 10 were marked as-(impossible). Adhesion evaluation was ++ (excellent) when the peel strength (N / cm) was 0.4 or more, ++ (excellent) when 0.2 to less than 0.4, and 0.1 to less than 0.2 Is + (acceptable) and those less than 0.1 are-(impossible).
- Table 7 shows the evaluation results of the CNT dispersion, the mixture slurry, and the electrode film produced using the CNTs used in Examples 1 to 7 and 28 and Comparative Examples 1 to 4. The overall evaluation was the same as the overall evaluation of the electrode film.
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Abstract
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Publication number | Priority date | Publication date | Assignee | Title |
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JP6984781B1 (ja) * | 2020-11-16 | 2021-12-22 | 東洋インキScホールディングス株式会社 | カーボンナノチューブ分散液およびその利用 |
WO2022102727A1 (fr) * | 2020-11-16 | 2022-05-19 | 東洋インキScホールディングス株式会社 | Dispersion de nanotubes de carbone, composition de résine de nanotubes de carbone, bouillie de mélange, membrane d'électrode, batterie secondaire à électrolyte non aqueux et procédé de fabrication de bouillie de mélange |
JP2022079409A (ja) * | 2020-11-16 | 2022-05-26 | 東洋インキScホールディングス株式会社 | カーボンナノチューブ分散液およびその利用 |
WO2022210902A1 (fr) * | 2021-03-31 | 2022-10-06 | パナソニックIpマネジメント株式会社 | Dispersion liquide de matériau conducteur, pâte d'électrode positive pour batterie secondaire à électrolyte non aqueux, électrode positive pour batterie secondaire à électrolyte non aqueux et batterie secondaire à électrolyte non aqueux |
WO2022210910A1 (fr) * | 2021-03-31 | 2022-10-06 | パナソニックIpマネジメント株式会社 | Électrode positive pour batterie secondaire à électrolyte non aqueux et batterie secondaire à électrolyte non aqueux l'utilisant |
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Publication number | Publication date |
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JP6590034B1 (ja) | 2019-10-16 |
CN112424117A (zh) | 2021-02-26 |
ES2933555T3 (es) | 2023-02-10 |
PL3816103T3 (pl) | 2023-01-16 |
KR102545011B1 (ko) | 2023-06-20 |
KR20210013224A (ko) | 2021-02-03 |
EP3816103B1 (fr) | 2022-10-19 |
KR102528285B1 (ko) | 2023-05-03 |
EP3816103A4 (fr) | 2022-03-02 |
US11923546B2 (en) | 2024-03-05 |
CN112424117B (zh) | 2023-08-18 |
EP3816103A1 (fr) | 2021-05-05 |
JP2020001960A (ja) | 2020-01-09 |
HUE060754T2 (hu) | 2023-04-28 |
KR20230058188A (ko) | 2023-05-02 |
CN116779866A (zh) | 2023-09-19 |
US20210226222A1 (en) | 2021-07-22 |
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